COPPER FORMAZAN COMPOUNDS, PROCESSES FOR THEIR PREPARATION AND THEIR USE AS DYESTUFFS

摘要

HOECHST AKTIENGESELLSCHAFT Copper formazan compounds, processes for their preparation an their use as dyestuffs New copper-complex formazan compounds of the general formula in which A is a phenylene or naphthylene radical which can be substituted by halogen, nitro, lower alkyl, lower alkoxy, lower alkylsulfonyl, phenylsulfonyl and optionally alkylated sulfonamide groups and can also be substituted by the radical Z, defined below, B is a straightchain or branched-chain alkyl group or alkenyl group, which can be substituted by an optionally substituted phenyl radical, or is a phenyl or naphthyl radical, which can be substituted by halogen, lower alkyl, lower alkoxy and lower carbalkoxy, or is the radical or a furan, thiophene, pyrrole, imidazole, indole, pyrazole, pyridine, pyrimidine, quinoline or benzimidazole, it being possible for B likewise to be substituted by the group Z, defined below, Z denotes a group which confers solubility in water, such as the carboxyl group or sulfo group, one to three of which are bonded to A and/or B, Cu is a copper atom, X denotes an oxygen atom or a carbonyloxy group and is bonded to A in the orthoposition relative to the nitrogen atom, Y represents the vinyl or .beta.-thiosulfatoethyl group and M denotes a hydrogen atom or the equivalent of a metal. The new coppercomplex formazan compounds can be prepared in a manner which is in itself customary, for example by reacting an aromatic hydrazone compound of the general formula in which A, B, X and Z have the abovementioned meaning, with the diazonium compound of an aromatic amine of the general formula in which M and Y have the abovementioned meaning, and with an agent which donates copper. The new coppercomplex formazan compounds have valuable dyestuff properties and are particularly suitable as fiber-reactive dyestuffs for dyeing, for example, cellulose fiber materials, wool and synthetic polyamide fibers, on which they give strong reddish-tinged to greenish-tinged blue or clear blue dyeings with good fastness to light and wet processing.